Pd/Pivalic Acid Mediated Direct Arylation of 2-Pyrones and Related Heterocycles

被引：26

作者：

Pardo, Leticia M. ^{[1
,2
]}

Prendergast, Aisling M. ^{[1
,2
]}

Nolan, Marie-T. ^{[1
,2
]}

Muimhneachain, Eoin O. ^{[1
,2
]}

McGlacken, Gerard P. ^{[1
,2
]}

机构：

[1] Univ Coll Cork, Dept Chem, Cork, Ireland

[2] Univ Coll Cork, ABCRF, Cork, Ireland

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 16期

基金：

爱尔兰科学基金会;

关键词：

Synthetic methods; Homogeneous catalysis; Palladium; C-C bond formation; Arylation; Oxygen heterocycles; PROTON-ABSTRACTION MECHANISM; ARYL BOND FORMATION; ONE-POT SYNTHESIS; COUPLING REACTIONS; REGIOSELECTIVE SYNTHESIS; PALLADIUM; FUNCTIONALIZATION; SELECTIVITY; ACTIVATION; REPIRINAST;

D O I：

10.1002/ejoc.201500262

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct arylation represents a favourable alternative to traditional cross-coupling reactions and has found widespread use with simple aryls and robust heterocycles. Herein a direct arylation protocol has been optimised and applied to more delicate, privileged biological motifs. The intramolecular direct arylation of 2-pyrones, 2-coumarins, 2-pyridones and 2-quinolones occurs in very good to excellent yields using a Pd-0 source and pivalic acid as a crucial additive. Preliminary mechanistic investigations were also carried out.

引用

页码：3540 / 3550

页数：11

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